Literature DB >> 26317400

Photocatalytic One-Pot Synthesis of Homoallyl Ketones via a Norrish Type I Reaction of Cyclopentanones.

Megumi Okada1, Keiichi Yamada1, Takahide Fukuyama1, Davide Ravelli2, Maurizio Fagnoni2, Ilhyong Ryu1.   

Abstract

A photocatalytic synthesis of homoallyl ketones was achieved via a one-pot procedure starting from a Norrish Type I reaction of cyclopentanones, followed by a decatungstate-catalyzed hydroacylation of electron-deficient olefins by the resulting 4-pentenals. The site-selective formyl H-abstraction in the second step can be explained by radical polar effects in the transition state.

Entities:  

Year:  2015        PMID: 26317400     DOI: 10.1021/acs.joc.5b01850

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  4 in total

1.  Toward a mild dehydroformylation using base-metal catalysis.

Authors:  Dylan J Abrams; Julian G West; Erik J Sorensen
Journal:  Chem Sci       Date:  2016-11-09       Impact factor: 9.825

2.  Copper-catalyzed cascade annulation of unsaturated α-bromocarbonyls with enynals: a facile access to ketones from aldehydes.

Authors:  Chao Che; Qianwen Huang; Hanliang Zheng; Gangguo Zhu
Journal:  Chem Sci       Date:  2016-03-04       Impact factor: 9.825

3.  Bromine radical as a visible-light-mediated polarity-reversal catalyst.

Authors:  Han Wang; Haiwang Liu; Mu Wang; Meirong Huang; Xiangcheng Shi; Tonglin Wang; Xu Cong; Jianming Yan; Jie Wu
Journal:  iScience       Date:  2021-06-05

Review 4.  Direct Photocatalyzed Hydrogen Atom Transfer (HAT) for Aliphatic C-H Bonds Elaboration.

Authors:  Luca Capaldo; Davide Ravelli; Maurizio Fagnoni
Journal:  Chem Rev       Date:  2021-08-06       Impact factor: 60.622

  4 in total

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